Patent GB-1101789-A (GB)
Title: New polymers containing oxetane groups and process for their manufacture, and use
IPC: C08F16/12
Filed: 1966-03-28
Abstract: Novel addition polymers are prepared by polymerizing (a) ethylenically unsaturated ethers of formula <FORM:1101789/C3/1> wherein R1 is hydrogen or a C1- 4 alkyl group, R2 is a C1- 4 alkyl group, R3 and R4 are hydrogen or methyl substituents, A is a bivalent aliphatic, cycloaliphatic, araliphatic or aromatic hydrocarbon residue and n is 1 or 2, optionally to gether with (b) other copolymerizable ethylenically unsaturated monomers.  The polymerization may be effected using free radical-producing catalyst, e.g. benzoyl peroxide, azobisisobutyronitrile, dicyclohexyl peroxide, potassium persulphate, sodium metabisulphite, and/or ferrous sulphate, or by heat and/or actinic radiation.  The polymerization may be effected in solution, e.g. benzene, isopropanol, acetone, xylene, toluene and 1,2-dichlorethane, or emulsion and modifiers, e.g. dodecyl mercaptan, oxidizable compounds and emulsifiers, e.g. sodium lauryl sulphonate, may be present. The polymers may be cured and many curing agents are listed, e.g. maleic anhydride/ricinoleic acid reaction product, poly(methoxymethyl)-melamine, HCl, trichloracetic acid, NH4Cl, zinc borofluoride, boron trifluoride/ether complex and dioctadecyl dimethyl ammonium chloride. The examples describe the preparation of copolymers using as comonomer (4) maleic anhydride, diethy maleate and maleic anhydride, n-butyl acrylate and methyl methacrylate \sB acrylic acid, acrylonitrile, acrylonitrile + n-butyl acrylate \sB hydroxyethyl methacrylate, and styrene + n-butyl acrylate.ALSO:The invention comprises ethylenically unsaturated ethers containing oxetane groups, of formula <FORM:1101789/C2/1> wherein R1 is hydrogen or C1- 4 alkyl, R2 is C1- 4 alkyl, R3 and R4 are hydrogen or methyl, A is a bivalent aliphatic, cycloaliphatic, araliphatic or aromatic hydrocarbon residue and n is 1 or 2. Examples 1 and 2 describe the preparation of [(3 - ethyl - 1 - oxacyclobutyl - 3) - methyl] - vinyl ether by reaction of vinyl acetate on 3-hydroxymethyl - 3 - ethyl - 1 - oxacyclobutane and [(3-ethyl - 1 - oxacyclobutyl - 3) - methyl] - (21 and 41-vinylbenzl)ethers by condensing in the presence of KOH a mixture of o- and p-chloromethyl-b -chloroethyl-benzenes with 3-hydroxymethyl-3-ethyl-1-oxacyclobutane respectively.  It is stated that these methods can be adapted to prepare any of the above compounds, and that in the second process vinyl benzyl chlorides may be used in place of the chloromethyl-b -chloroethyl benzenes.  A mixture of o- and p-chloromethyl-b -chloroethyl benzenes may be produced by chloromethylation of b -chloroethyl benzene with formaldehyde and HCl in the presence of zinc chloride and chloromethyl styrenes may be produced by chlorinating vinyl toluenes with elementary chlorine in the presence of super-heated steam.ALSO:Metal, glass, wood, textiles, paper and leather are coated with a composition which comprises polymers containing structural units of the formula:-  <FORM:1101789/B1-B2/1> wherein R1 represents H or C1-4 alkyl, R2 is C1-4 alkyl, R3 and R4 are H or -CH3, A is a bivalent aliphatic, cycloaliphatic, araliphatic or aromatic hydrocarbon radical and n is 1 or 2 and a solvent therefor.  The compositions may also contain plasticisers, pigments, fillers, hardener catalysts and/or cross-linking agents.